Men's Fall Winter Edit — Page 1 of 3
- Authentic Original™ 2-Eye Boat Shoe
- Billfish™ 3-Eye Boat Shoe
- Striper II CVO Sneaker
- Authentic Original™ 2-Eye Boat Shoe
- Billfish™ 3-Eye Boat Shoe
- Authentic Original™ 2-Eye Boat Shoe
- Striper II CVO Sneaker
- Gold Cup™ Authentic Original™ 2-Eye Boat Shoe
- Authentic Original™ 2-Eye Boat Shoe
- Authentic Original™ Chukka boot
- Authentic Original™ 2-Eye Boat Shoe
- Gold Cup™ Mako Boat Shoe
- Authentic Original™ Chukka boot
- Authentic Original™ 2-Eye Boat Shoe
- Authentic Original™ Pull Up Leather Boat Shoe
- Authentic Original™ 2-Eye Boat Shoe
- Billfish™ 3-Eye Leather Boat Shoe
- Unisex Classic CVO Sneaker
- Mountain-Sider Chelsea Boot
- Mountain-Sider Chelsea Boot
- Authentic Original™ Chukka boot
- US12 Boat Shoe
- Cold Bay Thinsulate™ Chukka Duck Boot
- Authentic Original™ Pull Up Leather Boat Shoe
- Authentic Original™ 2-Eye Boat Shoe
- Gold Cup™ Boat Shoe
- Unisex Classic CVO Sneaker
- Authentic Original™ Chukka boot
- Unisex Authentic Original 3-Eye Vibram Boat Shoe
- Ice Bay Thinsulate™ Tall Duck Boot
- Mako 2 Eye Boat Shoe
- Striper II LLT Leather Sneaker
- Authentic Original™ 3-Eye Cup Boat Shoe
- Newman Chukka Boot
- Unisex Classic CVO Sneaker
- Cold Bay 3-Eye Thinsulate™ Duck Boot
- Classic Authentic Original™ Suede Boat Shoe
- Authentic Original™ Harbor Loafer
- Billfish 3-Eye Boat Shoe
- Newman Oxford Dress Shoe
- Authentic Original™ 2-Eye Lace Boat Shoe
- Newman Chukka Boot
- Authentic Original™ Harbor Loafer
- Authentic Original™ 2-Eye Boat Shoe
- Unisex Classic CVO Sneaker
Men's Fall Winter Edit
Transition into cooler months with Sperry’s Men’s Fall Winter Edit — a curated selection of footwear designed for warmth, comfort, and unmistakable style. From rugged boots to refined leather loafers, this collection offers versatile options to suit every occasion. Insulating linings, weather-resistant materials, and cushioned insoles ensure that comfort doesn’t take a back seat to style. Each pair reflects Sperry’s dedication to craftsmanship, with details like hand-sewn construction, premium leather finishes, and durable outsoles that handle unpredictable weather. Whether you’re navigating city streets in the rain, attending seasonal gatherings, or enjoying a weekend escape, these shoes keep you looking polished while staying practical. The Fall Winter Edit proves that functionality and fashion can go hand in hand — step confidently into the season ahead with footwear built for both style and substance.